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For sale
$1,999,000

5 Pine Tree Lane, Vineyard Haven, MA 02568

4beds
2,730sqft
: 
$11,229/mo
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Single Family Residence
Built in 1927
7,840 Square Feet Lot
$1,856,200 Zestimate®
$732/sqft
$-- HOA

What's special

Stylish finishesOutdoor showerConvenient laundryGenerous living spacesUpdated systemsThoughtfully designed floor planPerfect areas for entertaining
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living. Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living timeless, refined, and move-in ready.
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Zillow last checked:

Listing updated:

Listed by:

Alyssa M Halisky 508-525-2584,

Wallace & Co. Sotheby's International Realty

Source: CCIMLS,MLS#: 22603526MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 1
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: Second
    Bedroom 2
    • Features: Bedroom 2, Shared Full Bath
    • Level: Second
    Bedroom 3
    • Features: Bedroom 3, Shared Full Bath
    • Level: Second
    Bedroom 4
    • Features: Bedroom 4
    • Level: Basement
    Primary bathroom
    • Features: Private Full Bath
    Dining room
    • Features: Dining Room
    Kitchen
    • Features: Kitchen
    Living room
    • Description: Fireplace(s): Wood Burning
    • Features: Living Room
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Washer, Range Hood, Refrigerator, Electric Range, Electric Dryer, Electric Water Heater
    • Laundry: Laundry Room, Second Floor
    Features
    • Recessed Lighting
    • Flooring: Hardwood, Tile, Wood
    • Basement: Finished,Interior Entry
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 2,730
    • Total interior livable area: 2,730 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Open
    • Has uncovered spaces: Yes
    Features
    • Stories: 3
    • Patio & porch: Deck, Porch
    • Exterior features: Outdoor Shower
    • Fencing: Partial
    Lot
    • Size: 7,840 Square Feet
    • Features: Bike Path, School, Medical Facility, Shopping, Public Tennis, In Town Location, Conservation Area, Cleared, Level
    Details
    • Parcel number: TISB M:0004F B:00000 L:00001
    • Zoning: R25
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Poured
    • Roof: Asphalt
    Condition
    • Updated/Remodeled, Actual
    • New construction: No
    • Year built: 1927
    • Major remodel year: 2024

    Utilities & green energy

    • Sewer: Septic Tank

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Tisbury

    Financial & listing details

    • Price per square foot: $732/sqft
    • Tax assessed value: $1,336,000
    • Annual tax amount: $9,913
    • Date on market: 7/21/2026
    • Cumulative days on market: 9 days
    • Road surface type: Paved

      Estimated market value

      $1,856,200

      $1.76M - $1.95M

      $7,823/mo

      Price history

      DateEventPrice
      7/1/2026Listed for sale$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      6/26/2026Pending sale$1,999,000$732/sqft
      Source: MLS PIN #73516062 Report a problem
      6/11/2026Contingent$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      2/27/2026Price change$1,999,0000%$732/sqft
      Source: MLS PIN #73480830 Report a problem
      10/1/2025Price change$1,999,999+0%$733/sqft
      Source: MLS PIN #73410635 Report a problem
      9/18/2025Price change$1,999,000-8.9%$732/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/15/2025Price change$2,195,000-8.4%$804/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      5/17/2025Listed for sale$2,395,000-3.8%$877/sqft
      Source: LINK #43291 Report a problem
      1/31/2025Listing removed$2,490,000$912/sqft
      Source: LINK #42345 Report a problem
      9/2/2024Price change$2,490,000-3.9%$912/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/31/2024Listed for sale$2,590,000$949/sqft
      Source: LINK #42345 Report a problem
      7/19/2024Listing removed$2,590,000$949/sqft
      Source: LINK #42204 Report a problem
      6/24/2024Listed for sale$2,590,000+146.7%$949/sqft
      Source: LINK #42204 Report a problem
      4/28/2023Sold$1,050,000-4.5%$385/sqft
      Source: LINK #40535 Report a problem
      3/10/2023Pending sale$1,100,000$403/sqft
      Source: LINK #40535 Report a problem
      3/2/2023Listed for sale$1,100,000+2100%$403/sqft
      Source: LINK #40535 Report a problem
      6/3/1998Sold$50,000$18/sqft
      Source: Public Record Report a problem

      Public tax history

      YearProperty taxesTax assessment
      2025$7,896 -12.7%$1,043,100 -8%
      2024$9,044 +7.2%$1,133,300 -1.6%
      2023$8,435 +27.1%$1,152,300 +51%
      2022$6,638 +2.6%$762,943 +8.2%
      2021$6,468 +5%$705,300 +6.8%
      2020$6,160 +1.8%$660,215 +0%
      2019$6,054 +5.8%$660,200 +9%
      2018$5,723 -0.2%$605,600 -3.8%
      2017$5,737 +12%$629,700 +12.6%
      2016$5,124 +11.1%$559,400 +8.2%
      2015$4,610 -4.3%$516,800 -10%
      2014$4,818 -0.9%$574,300 +0.1%
      2013$4,863 -0.3%$573,500 -5.8%
      2012$4,878 +2.2%$609,000 -4.1%
      2011$4,774 +9.4%$634,900 -4.4%
      2010$4,364 +7%$664,300 -2.6%
      2009$4,078 +1.8%$681,900 -6.5%
      2008$4,004 +8%$729,300 +10.7%
      2007$3,708 +7.7%$658,600 -0.5%
      2006$3,442 +2%$661,900 +15%
      2005$3,374 +18.2%$575,700 +63.1%
      2004$2,855 +4.7%$352,900
      2003$2,728 +5.6%$352,900
      2002$2,583 +4%$352,900 +89.9%
      2000$2,484 $185,800
      Find assessor info on the county website

      Monthly payment

      Est. payment

      Payment breakdown

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      All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
      HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
      Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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      Climate risks

      Neighborhood: 02568

      Getting around

      12 / 100
      Car-Dependent
      27 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • District: Martha's Vineyard

      Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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